Transition metal-catalyzed iodine(iii)-mediated nitrene transfer reactions: efficient tools for challenging syntheses

2017 ◽  
Vol 53 (3) ◽  
pp. 493-508 ◽  
Author(s):  
B. Darses ◽  
R. Rodrigues ◽  
L. Neuville ◽  
M. Mazurais ◽  
P. Dauban
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Synthetic Methods ◽  
Transfer Reactions ◽  
Nitrene Transfer ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The main synthetic applications of catalytic C(sp3)–H amination and alkene aziridination reactions are discussed in the context of natural product synthesis. The examples highlight that these synthetic methods now firmly belong in the organic chemist's toolbox.

scholarly journals Investigation of transition metal-catalyzed nitrene transfer reactions in water

2018 ◽  
Vol 26 (19) ◽  
pp. 5270-5273 ◽  
Author(s):  
Juliet M. Alderson ◽  
Joshua R. Corbin ◽  
Jennifer M. Schomaker
Keyword(s):  
Transition Metal ◽  
Transfer Reactions ◽  
Nitrene Transfer ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Tunable differentiation of tertiary C–H bonds in intramolecular transition metal-catalyzed nitrene transfer reactions

2017 ◽  
Vol 53 (31) ◽  
pp. 4346-4349 ◽  
Author(s):  
Joshua R. Corbin ◽  
Jennifer M. Schomaker
Keyword(s):  
Transition Metal ◽  
Transfer Reactions ◽  
Direct Amination ◽  
Efficient Strategy ◽  
Nitrene Transfer ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Metal-catalyzed nitrene transfer reactions are an appealing and efficient strategy for accessing tetrasubstituted amines through the direct amination of tertiary C–H bonds.

scholarly journals Enantioselective synthesis of gem-diarylalkanes by transition metal-catalyzed asymmetric arylations (TMCAAr)

2018 ◽  
Vol 9 (3) ◽  
pp. 546-559 ◽  
Author(s):  
Tao Jia ◽  
Peng Cao ◽  
Jian Liao
Keyword(s):  
Transition Metal ◽  
Enantioselective Synthesis ◽  
Transfer Reactions ◽  
Stereogenic Centers ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Quaternary Stereogenic Centers ◽  
Aryl Transfer

To date, enantiomerically enriched molecules containing gem(1,1)-diaryl containing tertiary or quaternary stereogenic centers have been readily accessed by transition metal-catalyzed enantioselective or stereoconvergent aryl transfer reactions.

scholarly journals 3-Acyloxy-1,4-enyne: A new five-carbon synthon for rhodium-catalyzed [5 + 2] cycloadditions

2014 ◽  
Vol 86 (3) ◽  
pp. 409-417 ◽  
Author(s):  
Casi M. Schienebeck ◽  
Xiaoxun Li ◽  
Xing-zhong Shu ◽  
Weiping Tang
Keyword(s):  
Transition Metal ◽  
Optical Purity ◽  
Kinetic Studies ◽  
Synthetic Methods ◽  
High Optical Purity ◽  
Transition Metal Catalyzed ◽  
Propargylic Esters ◽  
Metal Catalyzed ◽  
Pharmaceutical Agents ◽  
Type Of Transition

Abstract Seven-membered rings are ubiquitous in natural products and pharmaceutical agents, and their syntheses continue to stimulate the development of novel synthetic methods. The [5 + 2] cycloaddition is one of the most efficient ways to access seven-membered rings since the two-carbon components (alkenes, alkynes, or allenes) are readily available. Prior to our study, however, there was only one type of transition-metal-catalyzed [5 + 2] cycloaddition: the reaction between vinylcyclopropanes and alkenes, alkynes, or allenes. We recently developed a new type of transition-metal-catalyzed [5 + 2] cycloaddition, where the five-carbon building block is 3-acyloxy-1,4-enyne (ACE). Our recent progress on Rh-catalyzed intra- and intermolecular [5 + 2] cycloadditions of ACEs and alkynes is summarized in this article. Using chiral propargylic esters, bicyclic products were prepared in high optical purity by the intramolecular [5 + 2] cycloadditions. Monocyclic seven-membered rings were synthesized by intermolecular [5 + 2] cycloaddition of ACEs and alkynes. Kinetic studies indicated that the rate of this intermolecular cycloaddition was significantly accelerated when the acetate was replaced by dimethylaminobenzoate. DFT calculations suggested that novel metallacycles were generated by a Rh-promoted oxidative cycloaddition of 1,4-enynes accompanied by a 1,2-acyloxy migration of propargylic esters.

Transition metal catalyzed meta-C–H functionalization of aromatic compounds

2015 ◽  
Vol 13 (7) ◽  
pp. 1930-1941 ◽  
Author(s):  
Jiong Yang
Keyword(s):  
Transition Metal ◽  
Aromatic Compounds ◽  
Synthetic Methods ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

This review summarizes synthetic methods for directing group guided, transition metal catalyzed meta-C–H functionalization of aromatic compounds.

Sign in / Sign up

Export Citation Format

Share Document